CZ298852B6 - Zpusob výroby /-/cis-3-hydroxy-1-methyl-4-/2,4,6-trimethoxyfenyl/-piperidinu - Google Patents

Zpusob výroby /-/cis-3-hydroxy-1-methyl-4-/2,4,6-trimethoxyfenyl/-piperidinu Download PDF

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Publication number
CZ298852B6
CZ298852B6 CZ20002665A CZ20002665A CZ298852B6 CZ 298852 B6 CZ298852 B6 CZ 298852B6 CZ 20002665 A CZ20002665 A CZ 20002665A CZ 20002665 A CZ20002665 A CZ 20002665A CZ 298852 B6 CZ298852 B6 CZ 298852B6
Authority
CZ
Czechia
Prior art keywords
formula
methyl
trimethoxyphenyl
hydroxy
tetrahydropyridine
Prior art date
Application number
CZ20002665A
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Czech (cs)
English (en)
Other versions
CZ20002665A3 (cs
Inventor
Breipohl@Gerhard
Michalowsky@Jürgen
Original Assignee
Sanofi - Aventis Deutschland GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sanofi - Aventis Deutschland GmbH filed Critical Sanofi - Aventis Deutschland GmbH
Publication of CZ20002665A3 publication Critical patent/CZ20002665A3/cs
Publication of CZ298852B6 publication Critical patent/CZ298852B6/cs

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/40Oxygen atoms
    • C07D211/42Oxygen atoms attached in position 3 or 5
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D211/74Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D211/78Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
CZ20002665A 1998-01-23 1998-12-18 Zpusob výroby /-/cis-3-hydroxy-1-methyl-4-/2,4,6-trimethoxyfenyl/-piperidinu CZ298852B6 (cs)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19802449A DE19802449A1 (de) 1998-01-23 1998-01-23 Verfahren zur Herstellung von (-)cis-3-Hydroxy-1-methyl-4-(2,4,6-trimethoxypyhenyl)-piperidin

Publications (2)

Publication Number Publication Date
CZ20002665A3 CZ20002665A3 (cs) 2001-11-14
CZ298852B6 true CZ298852B6 (cs) 2008-02-27

Family

ID=7855418

Family Applications (1)

Application Number Title Priority Date Filing Date
CZ20002665A CZ298852B6 (cs) 1998-01-23 1998-12-18 Zpusob výroby /-/cis-3-hydroxy-1-methyl-4-/2,4,6-trimethoxyfenyl/-piperidinu

Country Status (26)

Country Link
US (1) US6225473B1 (enExample)
EP (1) EP1049674B1 (enExample)
JP (1) JP4585116B2 (enExample)
KR (1) KR100567941B1 (enExample)
CN (1) CN1137096C (enExample)
AR (1) AR015218A1 (enExample)
AT (1) ATE355270T1 (enExample)
AU (1) AU762407B2 (enExample)
BR (1) BR9814774B1 (enExample)
CA (1) CA2318946C (enExample)
CY (1) CY1106511T1 (enExample)
CZ (1) CZ298852B6 (enExample)
DE (2) DE19802449A1 (enExample)
DK (1) DK1049674T3 (enExample)
ES (1) ES2281943T3 (enExample)
HU (1) HU227928B1 (enExample)
IL (1) IL137422A (enExample)
NO (1) NO321933B1 (enExample)
NZ (1) NZ505897A (enExample)
PL (1) PL190790B1 (enExample)
PT (1) PT1049674E (enExample)
RU (1) RU2265595C2 (enExample)
SK (1) SK285883B6 (enExample)
TR (1) TR200002146T2 (enExample)
WO (1) WO1999037615A1 (enExample)
ZA (1) ZA99477B (enExample)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6437136B2 (en) * 1998-01-23 2002-08-20 Aventis Pharma Deutschland Gmbh Process for the preparation of (−)cis-3-hydroxy-1-methyl-4-(2,4,6-trimethoxyphenyl)piperidine
DE19809649A1 (de) * 1998-03-06 1999-09-09 Hoechst Marion Roussel De Gmbh Verfahren zur enzymatischen Enantiomeren-Trennung von 3(R)- und 3(S)-Hydroxy-1-methyl-4-(2,4,6-trimethoxyphenyl)-1,2,3,6-tetrahydro-pyridin bzw. der Carbonsäureester
JP6851978B2 (ja) 2015-04-20 2021-03-31 スミトモ ダイニッポン ファーマ オンコロジー, インコーポレイテッド ミトコンドリアプロファイリングによるアルボシジブ応答の予測
WO2016187316A1 (en) 2015-05-18 2016-11-24 Tolero Pharmaceuticals, Inc. Alvocidib prodrugs having increased bioavailability
BR112018002427A8 (pt) 2015-08-03 2022-10-18 Tolero Pharmaceuticals Inc Uso de alvocidib e de azacitidina ou decitabina para tratar câncer e kit e composição farmacêutica contendo as ditas substâncias
US11279694B2 (en) 2016-11-18 2022-03-22 Sumitomo Dainippon Pharma Oncology, Inc. Alvocidib prodrugs and their use as protein kinase inhibitors
EP3362471B1 (en) 2016-12-19 2021-11-17 Sumitomo Dainippon Pharma Oncology, Inc. Profiling peptides and methods for sensitivity profiling
US11497756B2 (en) 2017-09-12 2022-11-15 Sumitomo Pharma Oncology, Inc. Treatment regimen for cancers that are insensitive to BCL-2 inhibitors using the MCL-1 inhibitor alvocidib
US11034710B2 (en) 2018-12-04 2021-06-15 Sumitomo Dainippon Pharma Oncology, Inc. CDK9 inhibitors and polymorphs thereof for use as agents for treatment of cancer
WO2020191326A1 (en) 2019-03-20 2020-09-24 Sumitomo Dainippon Pharma Oncology, Inc. Treatment of acute myeloid leukemia (aml) with venetoclax failure
CN110577974B (zh) * 2019-09-10 2021-07-20 杭州澳赛诺生物科技有限公司 手性3-羟基-1,2,3,6-四氢吡啶的合成方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0241003A2 (de) * 1986-04-11 1987-10-14 Hoechst Aktiengesellschaft 4H-1-Benzopyran-4-on-Derivate, ein Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel
EP0366061A1 (de) * 1988-10-28 1990-05-02 Hoechst Aktiengesellschaft Die Verwendung von 4H-1-Benzopyran-4-on-Derivaten, neue 4H-1-Benzopyran-4-on-Derivate und diese enthaltende Arzneimittel
WO1998013344A1 (en) * 1996-09-26 1998-04-02 Bristol-Myers Squibb Company A process for the preparation of chiral ketone intermediates useful for the preparation of flavopiridol and analogs
US5849733A (en) * 1996-05-10 1998-12-15 Bristol-Myers Squibb Co. 2-thio or 2-oxo flavopiridol analogs

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5284856A (en) * 1988-10-28 1994-02-08 Hoechst Aktiengesellschaft Oncogene-encoded kinases inhibition using 4-H-1-benzopyran-4-one derivatives

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0241003A2 (de) * 1986-04-11 1987-10-14 Hoechst Aktiengesellschaft 4H-1-Benzopyran-4-on-Derivate, ein Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel
EP0366061A1 (de) * 1988-10-28 1990-05-02 Hoechst Aktiengesellschaft Die Verwendung von 4H-1-Benzopyran-4-on-Derivaten, neue 4H-1-Benzopyran-4-on-Derivate und diese enthaltende Arzneimittel
US5849733A (en) * 1996-05-10 1998-12-15 Bristol-Myers Squibb Co. 2-thio or 2-oxo flavopiridol analogs
WO1998013344A1 (en) * 1996-09-26 1998-04-02 Bristol-Myers Squibb Company A process for the preparation of chiral ketone intermediates useful for the preparation of flavopiridol and analogs

Also Published As

Publication number Publication date
JP4585116B2 (ja) 2010-11-24
KR20010024867A (ko) 2001-03-26
WO1999037615A1 (de) 1999-07-29
ZA99477B (en) 1999-09-23
SK10972000A3 (sk) 2000-12-11
PL342064A1 (en) 2001-05-21
CZ20002665A3 (cs) 2001-11-14
BR9814774B1 (pt) 2010-10-05
IL137422A0 (en) 2001-07-24
KR100567941B1 (ko) 2006-04-07
PT1049674E (pt) 2007-04-30
DE19802449A1 (de) 1999-07-29
TR200002146T2 (tr) 2000-12-21
AR015218A1 (es) 2001-04-18
CN1284065A (zh) 2001-02-14
SK285883B6 (sk) 2007-10-04
SK285883B9 (enExample) 2007-12-06
ATE355270T1 (de) 2006-03-15
US6225473B1 (en) 2001-05-01
CA2318946A1 (en) 1999-07-29
HK1033319A1 (en) 2001-08-24
CY1106511T1 (el) 2012-01-25
JP2002501048A (ja) 2002-01-15
EP1049674B1 (de) 2007-02-28
RU2265595C2 (ru) 2005-12-10
ES2281943T3 (es) 2007-10-01
AU2513599A (en) 1999-08-09
CN1137096C (zh) 2004-02-04
IL137422A (en) 2005-11-20
AU762407B2 (en) 2003-06-26
NO20003454L (no) 2000-07-04
NO20003454D0 (no) 2000-07-04
EP1049674A1 (de) 2000-11-08
HUP0100649A1 (hu) 2001-07-30
NO321933B1 (no) 2006-07-24
BR9814774A (pt) 2000-11-14
HU227928B1 (en) 2012-06-28
NZ505897A (en) 2003-03-28
DE59813924D1 (de) 2007-04-12
HUP0100649A3 (en) 2002-12-28
PL190790B1 (pl) 2006-01-31
CA2318946C (en) 2009-11-03
DK1049674T3 (da) 2007-06-25

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MK4A Patent expired

Effective date: 20181218